Desonide

Names

[ CAS No. ]:
638-94-8

[ Name ]:
Desonide

[Synonym ]:
Prednacinolone
(4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-5-hydroxy-6b-(hydroxyacetyl)-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one
16a,17a-Isopropylidenedioxyprednisolone
2H-naphth[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one, 4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-5-hydroxy-6b-(hydroxyacetyl)-4a,6a,8,8-tetramethyl-, (4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-
Desowen
2H-Naphth[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one, 4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-5-hydroxy-6b-(2-hydroxyacetyl)-4a,6a,8,8-tetramethyl-, (4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-
Locapred
Desonide
(4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-5-hydroxy-6b-(hydroxyacétyl)-4a,6a,8,8-tétraméthyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodécahydro-2H-naphto[2',1':4,5]indéno[1,2-d][1,3]dioxol-2-one
Sterax
11b,16a,17,21-Tetrahydroxypregna-1,4-diene-3,20-dione Cyclic 16,17-Acetal with Acetone
16a-Hydroxy-D1-hydrocortisone-16a,17a-acetonide
16a-Hydroxyprednisolone-16a,17-acetonide
Steroderm
16a-Hydroxyprednisolone Acetonide
TRIDESILON
desonidum [INN_la]
MFCD00866151
11β,16α,17,21-Tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone
(4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-5-Hydroxy-6b-(hydroxyacetyl)-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-on
(4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-6b-Glycoloyl-5-hydroxy-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one
11b,21-Dihydroxy-16a,17-isopropylidenedioxy-1,4-pregnadiene-3,20-dione
Topifug
d-2083
EINECS 211-351-6
11,21-Dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione
Budesonide Impurity 6

Biological Activity

[Description]:

Desonide is a nonfluorinated corticosteroid anti-inflammatory agent used topically for dermatoses.Target: Glucocorticoid ReceptorDesonide is a low-potency topical corticosteroid that has been used for decades in the treatment of steroid-responsive dermatoses [1]. Desonide induced significant colorimetric improvement compared with placebo. A good to excellent response was achieved in 30% for desonide, and 6% for placebo. Decreased pigmentation in the desonide-treated axillae was associated with recovery of disruption at the basal membrane. Desonide showed depigmenting properties in women with axillary hyperpigmentation [2]. Given the favorable safety profile of all other desonide preparations and their utility as a low potency corticosteroid, desonide foam promises to be a useful addition to the armamentarium, when other desonide vehicles might be less acceptable [3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor

Research Areas >> Inflammation/Immunology

[References]

[1]. Kahanek, N., C. Gelbard, and A. Hebert, Desonide: a review of formulations, efficacy and safety. Expert Opin Investig Drugs, 2008. 17(7): p. 1097-104.

[2]. Castanedo-Cazares, J.P., et al., Topical niacinamide 4% and desonide 0.05% for treatment of axillary hyperpigmentation: a randomized, double-blind, placebo-controlled study. Clin Cosmet Investig Dermatol, 2013. 6: p. 29-36.

[3]. Parish, D. and N. Scheinfeld, Desonide foam: a review. Drugs Today (Barc), 2008. 44(1): p. 55-62.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
580.1±50.0 °C at 760 mmHg

[ Melting Point ]:
274 - 275ºC

[ Molecular Formula ]:
C₂₄H₃₂O₆

[ Molecular Weight ]:
416.507

[ Flash Point ]:
196.9±23.6 °C

[ Exact Mass ]:
416.219879

[ PSA ]:
93.06000

[ LogP ]:
2.62

[ Vapour Pressure ]:
0.0±3.7 mmHg at 25°C

[ Index of Refraction ]:
1.598

[ Storage condition ]:
Refrigerator

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU2800000

CHEMICAL NAME :: Prednisolone-16,17-acetonide, 16-alpha-hydroxy-

CAS REGISTRY NUMBER :: 638-94-8

LAST UPDATED :: 199203

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C24-H32-O6

MOLECULAR WEIGHT :: 416.56

WISWESSER LINE NOTATION :: T F5 E5 B666 GO IO RV AHTTTT&J A1 CQ E1 FV1Q H1 H1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 93 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 20,522,1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3710 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 20,111,1970

Safety Information

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2937210000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2937210000

Related Compounds

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